Coolidge Corner South Side Holidays from £1,138

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Your Coolidge Corner South Side Holiday

Our Coolidge Corner South Side holiday packages are a fast and convenient way to organise and reserve your next getaway. Experience the magic of this unique neighbourhood without the bother of organising it all yourself. Not sure where to go during your trip to Coolidge Corner South Side? Nearby attractions such as Boston College, Agganis Arena and Coolidge Corner Theatre are good places to begin. Don't just dream it — turn it into reality! Secure your perfect Coolidge Corner South Side holiday with Expedia and travel your way.

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was £2,256, price is now £1,138 per person
£1,138
per person
19 Dec - 26 Dec
found 10 hours ago
Return direct flight included
London (LGW) to Boston (BOS)
8.4/10 Very good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on 17 Oct 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was £2,398, price is now £1,273 per person
£1,273
per person
25 Jan - 31 Jan
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
!

Reviewed on 10 Nov 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Price was £2,908, price is now £1,862 per person
£1,862
per person
23 Dec - 30 Dec
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (465 reviews)
Overall Excellent! clean room, very nice staff

Reviewed on 4 Nov 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was £3,362, price is now £2,160 per person
£2,160
per person
23 Dec - 30 Dec
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was £2,554, price is now £1,739 per person
£1,739
per person
23 Dec - 30 Dec
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)

Where to stay in Coolidge Corner South Side

Find the best Coolidge Corner South Side areas and neighborhoods for the activities you enjoy most. Learn more about Coolidge Corner South Side
Quincy Market with an American flag, historic buildings, and a clock tower in the background.

Downtown Boston

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Massacre Site and Old State House, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotels in Downtown Boston

Top hotels in Coolidge Corner South Side

Iris Hotel Boston

Iris Hotel Boston

4 out of 5
30 Webster St Brookline MA
Fully refundableReserve now, pay when you stay
The price is £122 per night from 13 Dec to 14 Dec
£122
13 Dec - 14 Dec
includes taxes & fees
9.4/10 Exceptional! (832 reviews)
"Outstanding! Would definitely stay here again."

Reviewed on 12 Nov 2026

Iris Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is £145 per night from 23 Nov to 24 Nov
£145
23 Nov - 24 Nov
includes taxes & fees
9.2/10 Wonderful! (5,020 reviews)
"Wonderful room and amenities including restaurants."

Reviewed on 12 Nov 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is £88 per night from 24 Nov to 25 Nov
£88
24 Nov - 25 Nov
includes taxes & fees
9/10 Wonderful! (3,034 reviews)
"We thought the outside bathroom was going to be a problem, but it was not! They really make sure the bathroom is clean all the time and that we have everything we need. The decoration is great at the hotel. We will come back really soon:)"

Reviewed on 12 Nov 2026

The Revolution Hotel
See all 4,009 properties in Coolidge Corner South Side
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much does a Coolidge Corner South Side travel package cost?
Explore the best of Coolidge Corner South Side from as little as £1,138. We offer a wonderful selection of hotels, flights and rental cars to suit your travel style. Pick up even more discounts when you add a few activities or tours to your package.
If I'm not able to travel, can I cancel my Coolidge Corner South Side travel package?
Because we understand life is full of surprises, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your Coolidge Corner South Side travel package in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to Coolidge Corner South Side?
If you love amazing deals, combine your bookings into a Coolidge Corner South Side travel package. Whether you're chasing flights, hotels, rental cars or activities, you can book them all in one place. You'll have ample choice at your fingertips as well. Expedia has more than 550 airlines and 1,000,000 hotel options all over the world to pick from. Fly with who you want, stay in a place you like and save precious money — now that's the perfect holiday!
Does Expedia offer Book Now, Pay Later Coolidge Corner South Side holidays?
Yes. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply choose the payment plan best suited to your needs during checkout and take away the stress of budgeting for your trip. Remember to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip across multiple transactions.
  • Low deposit holidays: Hitting the "book now" button is much easier with this payment plan. Just put down a small deposit on your escape and then start packing your bags.

Where should I stay in Coolidge Corner South Side?
Stay close to the action. Many people like to book hotels around top sights, like Agganis Arena, Paradise Rock Club and Coolidge Corner Theatre.
What are the top hotels in Coolidge Corner South Side?
If this will be your first visit to Coolidge Corner South Side, make a reservation at Arcadian Hotel Brookline or Courtyard by Marriott Boston Brookline. Both hotels will make you feel at home and are favourites among many savvy travellers.
How far in advance should I book my Coolidge Corner South Side holiday?
Reward yourself with the biggest variety and the cheapest prices by booking your holiday to Coolidge Corner South Side early. Airlines usually release tickets anywhere up to 12 months prior to departure, so start locking things in as soon as you can. That being said, Expedia is constantly working to give you the best deals around, so it's always a good time to book your dream holiday!
What does an Expedia Coolidge Corner South Side travel package include?
Travel packages include flights, hotels and rental cars, but you can mix and match them to create your perfect Coolidge Corner South Side getaway. You can also add on some activities and tours once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll get discounts you won't find elsewhere.
What should I know before booking a Coolidge Corner South Side travel package?
So many places to venture to, so many things to see. With a travel package, you'll be able to tick more of them off your list. Combine your hotels, rental cars and flights and get ready to save.
Can I choose my airline with a Coolidge Corner South Side Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our travel packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

£37
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
History and Hauntings of Salem Guided Walking Tour

History and Hauntings of Salem Guided Walking Tour

£30
per adult
98% of travellers recommend
History and Hauntings of Salem Guided Walking Tour
Boston Duck Boat Sightseeing City Tour with Cruise

Boston Duck Boat Sightseeing City Tour with Cruise

£46
per adult
94% of travellers recommend
Boston Duck Boat Sightseeing City Tour with Cruise
See all activities in Boston

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.